Water → HCID 68963282, compound

HRID 226419Notes

Reaction equation

HRID 226419 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][N:5]=[C:4]([S:18][CH3:19])[N:3]=1.ClC1C=CC=C(C(OO)=[O:28])C=1.O>CCOC(C)=O>[CH3:1][C:2]1[C:7]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][N:5]=[C:4]([S:18]([CH3:19])=[O:28])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 68967730HCID 68967730, compound

Product 1

HCID 68963282HCID 68963282, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of benzyl 4-methyl-2-(methylthio)-5-pyrimidinecarboxylate (3.6 g) and m-chloroperbenzoic acid (P=75%) (2.72 g) in AcOEt (30 ml) was stirred at ambient temperature for 2 hours. The reaction mixture was poured into a mixture of AcOEt and H2O and the organic layer was washed with saturated NaHCO3 solution, brine and dried over MgSO4. The solvent was evaporated in vacuo to give benzyl 4-methyl-2-(methylsulfinyl)-5-pyrimidinecarboxylate (3.2 g)

Workup

  1. washthe organic layer was washed with saturated NaHCO3 solution, brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-e74cea0a78d24f79b744b0070ae051d3
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

Loading…